(8-Hydroxy-1,5-dimethyl-2-oxo-1,3a,4,5,5a,6,7,8,9,9a-decahydroazuleno[6,5-b]furan-8a-yl)methyl acetate

Details

• Internal ID: 46907843-77e0-4df7-b39a-308bf80c842b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: (8-hydroxy-1,5-dimethyl-2-oxo-1,3a,4,5,5a,6,7,8,9,9a-decahydroazuleno[6,5-b]furan-8a-yl)methyl acetate
• SMILES (Canonical): CC1CC2C(CC3(C1CCC3O)COC(=O)C)C(C(=O)O2)C
• SMILES (Isomeric): CC1CC2C(CC3(C1CCC3O)COC(=O)C)C(C(=O)O2)C
• InChI: InChI=1S/C17H26O5/c1-9-6-14-12(10(2)16(20)22-14)7-17(8-21-11(3)18)13(9)4-5-15(17)19/h9-10,12-15,19H,4-8H2,1-3H3
• InChI Key: BOFZNMVBJOLPBH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₅
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9710	97.10%
Caco-2	+	0.7435	74.35%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7019	70.19%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9192	91.92%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7364	73.64%
BSEP inhibitior	-	0.8425	84.25%
P-glycoprotein inhibitior	-	0.8505	85.05%
P-glycoprotein substrate	-	0.6241	62.41%
CYP3A4 substrate	+	0.6718	67.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8429	84.29%
CYP3A4 inhibition	-	0.7661	76.61%
CYP2C9 inhibition	-	0.7177	71.77%
CYP2C19 inhibition	-	0.8395	83.95%
CYP2D6 inhibition	-	0.9703	97.03%
CYP1A2 inhibition	-	0.7250	72.50%
CYP2C8 inhibition	-	0.7711	77.11%
CYP inhibitory promiscuity	-	0.9720	97.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6847	68.47%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9245	92.45%
Skin irritation	-	0.6013	60.13%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.6407	64.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.6117	61.17%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.9205	92.05%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5787	57.87%
Acute Oral Toxicity (c)	III	0.3488	34.88%
Estrogen receptor binding	+	0.7813	78.13%
Androgen receptor binding	-	0.5133	51.33%
Thyroid receptor binding	+	0.5581	55.81%
Glucocorticoid receptor binding	+	0.7621	76.21%
Aromatase binding	-	0.6469	64.69%
PPAR gamma	-	0.6528	65.28%
Honey bee toxicity	-	0.7704	77.04%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9394	93.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.00%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.39%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.05%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.75%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.29%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.54%	94.80%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.80%	96.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.06%	96.77%
CHEMBL299	P17252	Protein kinase C alpha	87.04%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.70%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.71%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.12%	95.89%

Plants that contains it

• Rudbeckia mollis

Cross-Links

• PubChem: 162844957
• LOTUS: LTS0240403
• wikiData: Q104939215